4-4-difluoro-4-bora-3a-4a-diaza-s-indacene and phenanthrene

4-4-difluoro-4-bora-3a-4a-diaza-s-indacene has been researched along with phenanthrene* in 2 studies

Reviews

1 review(s) available for 4-4-difluoro-4-bora-3a-4a-diaza-s-indacene and phenanthrene

ArticleYear
Red/near-infrared boron-dipyrromethene dyes as strongly emitting fluorophores.
    Annals of the New York Academy of Sciences, 2008, Volume: 1130

    We present an overview of the state of the art in long-wavelength boron-dipyrromethene (BODIPY) fluorophores, focusing on strategies to shift the absorption and emission bands into the red/near-infrared (NIR) range of the spectrum. This report also discusses chemical modifications of the chromophoric core to obtain analyte-responsive fluorophores, including examples of pH and metal ion indicators. Finally, we present a new series of phenanthrene-fused BODIPY dyes, emitting with high efficiency in the red/NIR region of the spectrum, as well as discussing potential applications thereof as probes.

    Topics: Boron; Boron Compounds; Fluorescent Dyes; Hydrogen-Ion Concentration; Ions; Metals; Models, Chemical; Molecular Structure; Phenanthrenes; Porphobilinogen; Solvents; Spectrophotometry; Spectroscopy, Near-Infrared; Temperature

2008

Other Studies

1 other study(ies) available for 4-4-difluoro-4-bora-3a-4a-diaza-s-indacene and phenanthrene

ArticleYear
Synthesis and Spectroscopic and Cellular Properties of Near-IR [a]Phenanthrene-Fused 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacenes.
    The Journal of organic chemistry, 2017, 09-15, Volume: 82, Issue:18

    A new synthetic method to build aryl-fused 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) is reported. The intramolecular cyclization step was completed in a short time (1-2 h) and in high yields (>90%), due to the intrinsic rigid structural conformation of the precursor BODIPY and the high reactivity of its 1,7-bromo groups. The [a]phenanthrene-fused BODIPYs 4a-c were characterized by NMR spectroscopy, HRMS, DFT calculations, and, in the case of 4a, by X-ray crystallography. Spectroscopic studies show that 4a-c strongly absorb and emit in the NIR spectral region, in the range 642-701 nm. In addition, BODIPYs 4b and 4c exhibit no toxicity in the light or dark in HEp2 cells and accumulate intracellularly in a time-dependent manner, mainly in the cell endoplasmic reticulum. These results suggest the potential use of [a]phenanthrene-fused BODIPYs as NIR bioimaging probes.

    Topics: Boron Compounds; Cell Line, Tumor; Crystallography, X-Ray; Endoplasmic Reticulum; Humans; Magnetic Resonance Spectroscopy; Mass Spectrometry; Models, Molecular; Molecular Imaging; Molecular Structure; Phenanthrenes; Quantum Theory; Spectroscopy, Near-Infrared

2017